Research Article
Triterpenes and the Antimycobacterial Activity of Duroia macrophylla Huber (Rubiaceae)
Table 1
1H and
13C NMR chemical shifts (
, ppm) data of oleanolic and ursolic acids (400 MHz, CDCl
3).
| Position | Oleanolic acid | Ursolic acid | | (multiplicity) | Literature [7] | | (multiplicity) | Literature [7] |
| 1 | 38.5 | 1.63 (m) | 39.0 | 38.6 | 1.72 (m) | 39.2 | 2 | 28.1 | 1.60 (m) | 28.1 | 28.2 | 1.60 (m) | 28.2 | 3 | 79.1 | 3.23 (dd; ; 4.7 Hz) | 78.2 | 78.7 | 3.22 (dd; ; 4.9 Hz) | 78.2 | 4 | 38.8 | — | 39.4 | 38.5 | — | 39.6 | 5 | 55.3 | 0.74 (m) | 55.9 | 55.2 | 1.34 (m) | 55.9 | 6 | 18.8 | 1.54 (m) | 18.8 | 18.3 | 1.60 (m) | 18.8 | 7 | 32.7 | 1.49 (m) | 33.4 | 32.9 | 1.72 (m) | 33.7 | 8 | 39.3 | — | 39.8 | 39.5 | — | 40.1 | 9 | 47.6 | 1.54 (m) | 48.2 | 47.3 | 1.60 (m) | 48.1 | 10 | 37.0 | — | 37.4 | 37.0 | — | 37.5 | 11 | 23.8 | 0.94 (m) | 23.8 | 23.7 | 1.91 (m) | 23.7 | 12 | 122.8 | 5.31 (dd; ; 3.5 Hz) | 122.6 | 125.9 | 5.27 (dd; ; 3.5 Hz) | 125.7 | 13 | 143.5 | — | 144.8 | 137.9 | — | 139.3 | 14 | 41.5 | — | 42.2 | 42.0 | — | 42.6 | 15 | 27.7 | 1.60 (m) | 28.4 | 28.1 | 1.60 (m) | 28.8 | 16 | 23.7 | 0.94 (m) | 23.8 | 25.0 | 1.34 (m) | 25.0 | 17 | 46.7 | — | 46.7 | 48.1 | — | 48.1 | 18 | 42.1 | 2.82 (m) | 42.1 | 53.8 | 2.2 (m) | 53.6 | 19 | 46.0 | 2.87 (m) | 46.6 | 38.5 | 1.00 (m) | 39.5 | 20 | 31.0 | — | 31.0 | 38.5 | 0.95 (m) | 39.4 | 21 | 33.9 | 1.62 (m) | 34.3 | 30.3 | 1.27 (m) | 31.1 | 22 | 33.2 | 1.30 (m) | 33.2 | 37.4 | 1.72 (m) | 37.4 | 23 | 28.0 | 1.00 (s) | 28.8 | 28.9 | 1.00 (s) | 28.8 | 24 | 16.8 | 0.79 (s) | 16.5 | 15.6 | 0.79 (s) | 16.5 | 25 | 15.3 | 0.93 (s) | 15.6 | 15.4 | 0.94 (s) | 15.7 | 26 | 17.1 | 0.79 (s) | 17.5 | 17.1 | 0.82 (s) | 17.5 | 27 | 26.0 | 1.16 (s) | 26.2 | 23.5 | 1.10 (s) | 24.0 | 28 | 180.0 | — | 180.0 | 179.6 | — | 179.7 | 29 | 33.1 | 0.92 (s) | 33.4 | 17.0 | 0.87 (d; Hz) | 17.5 | 30 | 23.7 | 0.94 (s) | 23.8 | 21.4 | 0.97 (d; Hz) | 21.4 |
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